739365-94-7

Basic information

• Product Name: (S)-1-(2-Nitro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid amide
• CAS NO: 739365-94-7
• Molecular Weight: 299.307
• Mol File: 739365-94-7.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (S)-1-(2-Nitro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid amide(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-(2-Nitro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid amide(739365-94-7)
• EPA Substance Registry System: (S)-1-(2-Nitro-benzenesulfonyl)-pyrrolidine-2-carboxylic acid amide(739365-94-7)

Safety Data

• Hazardous Substances Data: 739365-94-7(Hazardous Substances Data)

Upstream product

• 13123-00-7 (2S)-2-[((2S)-2-{[(benzyloxy)carbonyl]amino}-3-phenylpropanoyl)amino]-3-methylbutanoic acid 
• 7531-52-4 L-prolinamide 
• 654676-67-2 2-nitro-benzenesulfonic acid [1,2,3]triazolo[4,5-b]pyridin-3-yl ester 
• 1694-92-4 2-Nitrobenzenesulfonyl chloride 
• 147-85-3 L-proline 

Relevant articles and documents

Organophosphorus and Nitro-Substituted Sulfonate Esters of 1-Hydroxy-7-azabenzotriazole as Highly Efficient Fast-Acting Peptide Coupling Reagents

Organophosphorus esters 9, 10, 14, and 15 prepared via reaction of diethyl- and diphenylphosphoryl chloride, di(o-tolyl)phosphinyl chloride, and 2,8-dimethylphenoxaphosphinyl chloride with HOAt are excellent coupling reagents for peptide synthesis which are generally superior to their uronium/guanidinium analogues and HOBt- or HODhbt-derived phosphate ester counterparts in minimizing loss of configuration during segment coupling. The phosphinyl analogues are more shelf-stable than the phosphoryl systems. The new reagents have been tested in segment couplings leading to two tripeptides (20, 21) and a hexapeptide 22. Outstanding utility is also shown for the solid-phase assembly of the ACP decapeptide. Similar results were obtained with the 2- and 4-nitro- and 2,4-dinitrophenylsulfonyl esters derived from HOAt.